Enantiomerically enriched, polycrystalline molecular sieves

Brand, Stephen K.; Schmidt, Joel E.; Deem, Michael W.; Daeyaert, Frits; Ma, Yanhang; Terasaki, Osamu; Orazov, Marat; Davis, Mark E.

doi:10.1073/pnas.1704638114

Title: Enantiomerically enriched, polycrystalline molecular sieves

Journal Article · Mon May 01 00:00:00 EDT 2017 · Proceedings of the National Academy of Sciences of the United States of America

DOI:https://doi.org/10.1073/pnas.1704638114· OSTI ID:1429468

Brand, Stephen K. ^[1]; Schmidt, Joel E. ^[2]; Deem, Michael W. ^[3]; Daeyaert, Frits ^[3]; Ma, Yanhang ^[4]; Terasaki, Osamu ^[5]; Orazov, Marat ^[6]; Davis, Mark E. ^[1]

California Inst. of Technology (CalTech), Pasadena, CA (United States). Dept. of Chemical Engineering
California Inst. of Technology (CalTech), Pasadena, CA (United States). Dept. of Chemical Engineering; Univ. of Utrecht (Netherlands). Debye Inst. for Nanomaterials Science
Rice Univ., Houston, TX (United States). Dept. of Bioengineering and Dept. of Physics and Astronomy
ShanghaiTech Univ. (China). School of Physical Science and Technology
ShanghaiTech Univ. (China). School of Physical Science and Technology; Stockholm Univ. (Sweden). Dept. of Materials and Environmental Chemistry
California Inst. of Technology (CalTech), Pasadena, CA (United States). Dept. of Chemical Engineering; Stanford Univ., CA (United States). Dept. of Chemical Engineering

Zeolite and zeolite-like molecular sieves are being used in a large number of applications such as adsorption and catalysis. Achievement of the long-standing goal of creating a chiral, polycrystalline molecular sieve with bulk enantioenrichment would enable these materials to perform enantioselective functions. Here, we report the synthesis of enantiomerically enriched samples of a molecular sieve. For this study, enantiopure organic structure directing agents are designed with the assistance of computational methods and used to synthesize enantioenriched, polycrystalline molecular sieve samples of either enantiomer. Computational results correctly predicted which enantiomer is obtained, and enantiomeric enrichment is proven by high-resolution transmission electron microscopy. The enantioenriched and racemic samples of the molecular sieves are tested as adsorbents and heterogeneous catalysts. The enantioenriched molecular sieves show enantioselectivity for the ring opening reaction of epoxides and enantioselective adsorption of 2-butanol (the R enantiomer of the molecular sieve shows opposite and approximately equal enantioselectivity compared with the S enantiomer of the molecular sieve, whereas the racemic sample of the molecular sieve shows no enantioselectivity).

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Research Organization:: Rice Univ., Houston, TX (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); California Inst. of Technology (CalTech), Pasadena, CA (United States); Chevron Corporation, San Ramon, CA (United States); ShanghaiTech Univ. (China)

Grant/Contract Number:: FG02-03ER15456

OSTI ID:: 1429468

Journal Information:: Proceedings of the National Academy of Sciences of the United States of America, Vol. 114, Issue 20; ISSN 0027-8424

Publisher:: National Academy of Sciences, Washington, DC (United States)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 91 works

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Title: Enantiomerically enriched, polycrystalline molecular sieves

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